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Herein, we report the synthesis and crystal structures of three [2+2] supramolecular boxes assembled by halogen bonding. The discrete, two-dimensional boxes with a length of 25–30 Å are based on rigid u-shaped halogen acceptors paired with highly fluorinated, azobenzenes bearing halogen bond donors.

Graphical abstract: [2+2] Halogen-bonded boxes employing azobenzenes

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